应用化学 ›› 2010, Vol. 27 ›› Issue (06): 632-636.DOI: 10.3724/SP.J.1095.2010.90544

• 研究论文 • 上一篇    下一篇

2-羟基-1-萘甲醛缩-2-萘甲酰腙对Zn2+的选择性识别

吴粦华*,拓宏桂,钟春龙   

  1. (龙岩学院化学与材料工程系 龙岩 364000)
  • 收稿日期:2009-08-20 修回日期:2009-11-04 出版日期:2010-06-10 发布日期:2010-06-10
  • 通讯作者: 吴粦华, 男, 副教授; E-mail:wulhl@163.com; 研究方向:超分子化学

Selective Recognition of Zinc Ion by N'-((2-Hydroxynaphthalen-1-yl)methylene)-2-naphthohydrazide

WU Lin-Hua*, TA Hong-Gui, ZHONG Chun-Long   

  1. (Department of Chemical and Materials Engineering,Longyan University,Longyan 364000)
  • Received:2009-08-20 Revised:2009-11-04 Published:2010-06-10 Online:2010-06-10

摘要:

设计合成了识别Zn2+的荧光传感分子——2-羟基-1-萘甲醛缩-2-萘甲酰腙(3)。 通过红外光谱、核磁共振谱和质谱测试技术表征了其结构。 利用其光谱性质研究了该物质对几种过渡金属离子的识别性质,初步探讨了其结合模式。 结果表明,在乙腈介质中,受体分子3表现出对Zn2+良好的选择性,Zn2+的加入导致受体分子3的吸收光谱在435 nm处出现1新峰,其吸光度逐渐增强,同时于239、302、330、342和387 nm处观察到5个清晰的等吸收点;在516 nm处荧光增强101倍,而其它过渡金属只引起受体分子]3的荧光略微增强。 Job法实验揭示受体分子3与Zn2+的结合比为1∶1。

关键词: 羟基萘甲醛缩萘甲酰腙, Zn2+, 荧光传感, 分子识别

Abstract:

A fluorescent chemosensor, N′-((2-hydroxynaphthalen-1-yl)methylene)-2-naphthohydrazone(3), was designed and synthesized. Compound 3 was confirmed by IR, 1H NMR and ESI-MS. Compound 3 was investigated to recognize transition metal ions such as Zn2+, Cd2+, Cu2+, Hg2+, Pb2+ and Ni2+ via the fluorescence spectroscopic method. Mechanism of enhancement of the fluorescence of compound ]3 by Zn2+ was briefly discussed. The experiments show that acceptor 3 has a good selectivity of Zn2+ in acetonitrile. A new peak in the absorption spectrum of acceptor 3 at 435 nm appears for the addition of Zn2+ with the gradually increasing absorbancy, while five clear absorption points can be observed at 239, 302, 330, 342 and 387 nm, respectively. The fluorescence of acceptor 3 shows a highly selective response to Zn2+only. In acetonitrile Zn2+ induced a dramatic enhancement in the fluorescence of acceptor 3 by 101 folds at 516 nm, whereas the other transition metal ions had little influence on the fluorescence of acceptor 3. Job′s test showed acceptor 3 coordinated to Zn2+ to form a 1∶1 model complex.

Key words: naphthoylhydrazone, Zn2+, fluorescence enhancement, molecular recognition

中图分类号: